2-(2-(2-oxo-2-((3,6,8-trisulfonaphthalen-1-yl)amino)ethoxy)ethoxy)acetic acid -Drug Synthesis Database

【结构式】

【分子编号】68485

【品名】2-(2-(2-oxo-2-((3,6,8-trisulfonaphthalen-1-yl)amino)ethoxy)ethoxy)acetic acid

【CA登记号】　

【分子式】C₁₆H₁₇NO₁₄S₃

【分子量】543.507

【元素组成】C 35.36% H 3.15% N 2.58% O 41.21% S 17.70%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

GMI-1070 is prepared by condensation of 8-amino-1,3,6-naphthalenetrisulfonic acid (I) with ethylene bis(glycolic acid) (II) by means of HATU and DIEA in DMF to afford the mono amide (III), which is finally coupled with the primary amine (IV) [prepared by condensation of methyl ester (V) with ethylenediamine (VI) at 70°C] by means of HATU and DIEA in DMF .

参考文献中间体

合成目标

【1】 Magnani, J.L., Patton, J.T. Jr., Sarkar, A.K., Svarovsky, S.A., Ernst, B. (GlycoMimetics, Inc.). Heterobifunctional pan-selectin inhibitors. EP 1934236, EP 2264043, JP 2009507031, US 2007054870, US 7728117, WO 2007028050.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	68483	8-amino-1,3,6-naphthalenetrisulfonic acid；1-Aminonaphthalene-3,6,8-trisulfonic acid	117-42-0	C₁₀H₉NO₉S₃	详情	详情
(II)	68484	2,2'-(ethane-1,2-diylbis(oxy))diacetic acid;2,2'-[1,2-ethanediylbis(oxy)]bis-Acetic acid;(Ethylenedioxy)diacetic acid;1,2-Bis(carboxymethoxy)ethane;2,5-Dioxa-1,6-hexanedicarboxylic acid;3,6-Dioxaoctane-1,8-dioic acid;3,6-Dioxaoctanedioic acid;Ethylenebis(glycolic acid);[2-(Carboxymethoxy)ethoxy]acetic acid	23243-68-7	C₆H₁₀O₆	详情	详情
(III)	68485	2-(2-(2-oxo-2-((3,6,8-trisulfonaphthalen-1-yl)amino)ethoxy)ethoxy)acetic acid		C₁₆H₁₇NO₁₄S₃	详情	详情
(IV)	68487			C₄₂H₅₉N₅O₁₈	详情	详情
(V)	68486	(2R)-2-(((2S,3S,4R,5R,6S)-2-(((1S,3R,5S)-5-((2-aminoethyl)carbamoyl)-3-(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamido)-2-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)cyclohexyl)oxy)-3-(benzoyloxy)-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-3-cyclohexylpropanoic acid		C₄₁H₅₅N₃O₁₉	详情	详情
(VI)	14754	ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine	107-15-3	C₂H₈N₂	详情	详情

Extended Information